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From Vietnamese plants to a biflavonoid that relieves inflammation by triggering the lipid mediator class switch to resolution

引用

Acta Pharmaceutica Sinica B 2021年第6期11卷 1629-1647页

作者： Tran Thi Van Anh Alilou Mostafa Zhigang Rao Simona Pace Stefan Schwaiger Christian Kretzer veronika temml Carsten Giesel Paul M.Jordan Rossella Bilancia Christina Weinigel Silke Rummler Birgit Waltenberger Tran Hung Antonietta Rossi Hermann Stuppner Oliver Werz Andreas Koeberle Institute of Pharmacy/Pharmacognosy and Center for Molecular Biosciences Innsbruck(CMBI) University of InnsbruckInnsbruck 6020Austria Faculty of Pharmacy University of Medicine and Pharmacy at Ho Chi Minh City 700000Viet Nam Michael Popp Institute and Center for Molecular Biosciences Innsbruck(CMBI) University of InnsbruckInnsbruck 6020Austria Department of Pharmaceutical/Medicinal Chemistry Institute of PharmacyFriedrich Schiller University JenaJena 07743Germany Institute of Pharmacy Department of Pharmaceutical and Medicinal ChemistryParacelsus Medical University SalzburgSalzburgSalzburg 5020Austria Department of Pharmacy School of MedicineUniversity of Naples FedericoⅡNaples'80131Italy Institute of Transfusion Medicine University Hospital JenaJena 07747Germany

Chronic inflammation results from excessive pro-inflammatory signaling and the failure to resolve the inflammatory *** mediators orchestrate both the initiation and resolution of *** from pro-inflammatory to pro-resolving lipid mediator biosynthesis is considered as efficient strategy to relieve chronic inflammation,though drug candidates exhibiting such features are *** from a library of Vietnamese medical plant extracts,we identified isomers of the biflavanoid 8-methylsocotrin-4’-ol from Dracaena cambodiana,which limit inflammation by targeting 5-lipoxygenase and switching the lipid mediator profile from leukotrienes to specialized pro-resolving mediators(SPM).Elucidation of the absolute configurations of 8-methylsocotrin-4’-ol revealed the 2 S,γSisomer being most active,and molecular docking studies suggest that the compound binds to an allosteric site between the 5-lipoxygenase *** identified additional subordinate targets within lipid mediator biosynthesis,including microsomal prostaglandin E2 *** production is efficiently suppressed in activated human neutrophils,macrophages,and blood,while the induction of SPM biosynthesis is restricted to M2 *** shift from leukotrienes to SPM was also evident in mouse peritonitis in vivo and accompanied by a substantial decrease in immune cell *** summary,we disclose a promising drug candidate that combines potent 5-lipoxygenase inhibition with the favorable reprogramming of lipid mediator profiles.

关键词： Lipoxygenase Inflammation Resolution Natural product Lipidomics Lipid mediator

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